A solution of bromine (Br2, 2.90 mL, 56.60 mmol) in trichloromethane (CHCl3, 50 mL) was slowly added dropwise to a solution of anthracene (5.0 g, 28.05 mmol) in trichloromethane (CHCl3, 100 mL) at room temperature. The reaction mixture was stirred continuously for 4 h at room temperature. After completion of the reaction, the solvent was removed by rotary evaporator to give the crude product. The crude product was purified by recrystallization with dichloromethane (CH2Cl2) to give final yellow needle-like crystals of 9,10-dibromoanthracene in 98% yield. The structure of the product was confirmed by the following characterization data: 1H NMR (500 MHz, TMS, CDCl3): δ (ppm) = 8.59-8.56 (m, 4H), 7.64-7.61 (m, 4H); IR (KBr, cm-1): 2920, 2850, 1650, 1560, 1460, 1380, 1260, 926. 746, 579; Elemental analysis (C14H8Br2) calculated: C, 54.04; H, 2.40; measured: C, 53.84; H, 2.36; Mass spectrometry (MS) m/z: Calculated: 336.0; measured: 336.1.
